Hotels in Chester

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Where to stay in Chester?

Fullerton Inn

2.5 star property
8.2 out of 10, Very Good, (368)
$159 nightly
The price is $173
Jul 17 - Jul 18
Total includes taxes and fees
Fullerton Inn

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (90)
$212 nightly
The price is $232
Jul 28 - Jul 29
Total includes taxes and fees
Stone Hearth Inn and Eatery

The Hartness House

3.0 star property
8.2 out of 10, Very Good, (313)
$197 nightly
The price is $215
Jul 17 - Jul 18
Total includes taxes and fees
The Hartness House

The Inn at Weathersfield

4.0 star property
10.0 out of 10, Exceptional, (63)
$242 nightly
The price is $263
Jul 20 - Jul 21
Total includes taxes and fees
The Inn at Weathersfield

Best Western Springfield Hotel

2.5 star property
8.8 out of 10, Excellent, (774)
$179 nightly
The price is $195
Jul 23 - Jul 24
Total includes taxes and fees
Best Western Springfield Hotel

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (851)
$139 nightly
The price is $151
Aug 12 - Aug 13
Total includes taxes and fees
Pointe at Castle Hill Resort

Rodeway Inn

2.0 star property
6.2 out of 10, (277)
$84 nightly
The price is $92
Aug 14 - Aug 15
Total includes taxes and fees
Rodeway Inn

COHO Inn & Motor Lodge

2.0 star property
9.6 out of 10, Exceptional, (33)
$186 nightly
The price is $210
Aug 12 - Aug 13
Total includes taxes and fees
COHO Inn & Motor Lodge

Blue Gentian Lodge at Magic Mountain

2.5 star property
9.2 out of 10, Wonderful, (102)
$129 nightly
The price is $142
Jul 20 - Jul 21
Total includes taxes and fees
Blue Gentian Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very Good, (649)
$73 nightly
The price is $81
Jul 29 - Jul 30
Total includes taxes and fees
The Upper Pass Lodge at Magic Mountain

The Weston

5.0 star property
10.0 out of 10, Exceptional, (8)
$414 nightly
The price is $452
Jul 17 - Jul 18
Total includes taxes and fees
The Weston

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (221)
$141 nightly
The price is $154
Jul 23 - Jul 24
Total includes taxes and fees
Harvest Barn Inn

Main and Mountain Bar & Motel

2.0 star property
9.6 out of 10, Exceptional, (194)
$167 nightly
The price is $184
Jul 24 - Jul 25
Total includes taxes and fees
Main and Mountain Bar & Motel

Windham Hill Inn

4.0 star property
8.4 out of 10, Very Good, (36)
$200 nightly
The price is $219
Jul 31 - Aug 1
Total includes taxes and fees
Windham Hill Inn

Jackson Gore Village

3.0 star property
8.6 out of 10, Excellent, (734)
$205 nightly
The price is $224
Jul 31 - Aug 1
Total includes taxes and fees
Jackson Gore Village

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (355)
$120 nightly
The price is $130
Jul 17 - Jul 18
Total includes taxes and fees
Claremont Motor Lodge

Royal Inn Claremont

2.0 star property
6.6 out of 10, (300)
$109 nightly
The price is $119
Aug 12 - Aug 13
Total includes taxes and fees
Royal Inn Claremont

Echo Lake Inn

2.5 star property
8.6 out of 10, Excellent, (96)
$205 nightly
The price is $224
Jul 22 - Jul 23
Total includes taxes and fees
Echo Lake Inn

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
9.0 out of 10, Wonderful, (718)
$134 nightly
The price is $146
Jul 21 - Jul 22
Total includes taxes and fees
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Seesaw's Lodge

4.0 star property
9.8 out of 10, Exceptional, (20)
$223 nightly
The price is $243
Jul 23 - Jul 24
Total includes taxes and fees
Seesaw's Lodge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Our prices for Chester are cheapest in September

See average prices and weather for all months

Price trends for hotels in Chester

Pricing is based on two traveler single night rates
Jul
$206
Average price during July is $206
Aug
$217
Average price during August is $217
Sep
$160
Average price during September is $160
Oct
$196
Average price during October is $196
Nov
$191
Average price during November is $191
Dec
$171
Average price during December is $171
Jan
$173
Average price during January is $173
Feb
$204
Average price during February is $204
Mar
$183
Average price during March is $183
Apr
$200
Average price during April is $200
May
$205
Average price during May is $205
Jun
$204
Average price during June is $204
Currently viewing crowd sizes and weather for July.

July

trending_flatModerate crowds
High 80°F / low 58°F. Sunny most days.
80°
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July, Moderate crowds, average high temperature 80 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
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79°
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August, Moderate crowds, average high temperature 79 degrees Fahrenheit, average low temperature 57 degrees Fahrenheit. Sunny most days.
57°
71°
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September, Moderate crowds, average high temperature 71 degrees Fahrenheit, average low temperature 50 degrees Fahrenheit. Sunny most days.
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58°
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October, High crowds, average high temperature 58 degrees Fahrenheit, average low temperature 40 degrees Fahrenheit. Partly sunny.
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45°
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November, Low crowds, average high temperature 45 degrees Fahrenheit, average low temperature 29 degrees Fahrenheit. Partly sunny.
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34°
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December, High crowds, average high temperature 34 degrees Fahrenheit, average low temperature 21 degrees Fahrenheit. Snow likely.
21°
28°
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January, High crowds, average high temperature 28 degrees Fahrenheit, average low temperature 13 degrees Fahrenheit. Snow likely.
13°
31°
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February, High crowds, average high temperature 31 degrees Fahrenheit, average low temperature 14 degrees Fahrenheit. Snow likely.
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40°
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March, Moderate crowds, average high temperature 40 degrees Fahrenheit, average low temperature 22 degrees Fahrenheit. Snow likely.
22°
53°
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April, Low crowds, average high temperature 53 degrees Fahrenheit, average low temperature 33 degrees Fahrenheit. Cloudy most days.
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67°
weather_sun
May, Low crowds, average high temperature 67 degrees Fahrenheit, average low temperature 45 degrees Fahrenheit. Sunny most days.
45°
74°
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June, Low crowds, average high temperature 74 degrees Fahrenheit, average low temperature 52 degrees Fahrenheit. Sunny most days.
52°
Monthly weather averages (˚F)

Top neighborhoods in Chester

Chester Depot map

Chester Depot

The Chester Depot neighborhood has lots to see including DaVallia Art & Accents and Bonnie's Bundles Dolls.

Top landmarks in Chester

Learn more about Chester

Notable for its skiing, Chester features attractions such as DaVallia Art & Accents and Bonnie's Bundles Dolls. Visitors speak highly of this relaxing city's coffeehouses and small-town setting.

Check out the Chester hotels guests love right now

Frequently asked questions

How much does a hotel room cost in Chester?
You can find top hotels in Chester from $81 with options to suit your budget and needs. To find an affordable hotel in Chester that meets all of your requirements, just apply filters on Hotels.com, and sort hotels by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Chester hotels?
Members can save up to 20% on select hotels in Chester. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Chester hotels with free cancellation?
It's easy to book a refundable Chester hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are the top Chester hotels with a pool?
Discover some of the best Chester hotels with a pool for a little extra luxury on your trip. To find more stays in Chester with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Chester hotels with free parking?
If you're arriving by car, choosing a great Chester hotel with free parking is a plus. Our travelers' favorites include:
Are all taxes and fees included in the Chester hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What accommodations do travelers recommend in Chester?
Stone Hearth Inn and Eatery and Fullerton Inn are a couple of accommodations that are popular with guests.
Where can I find free parking with my stay in Chester?
These hotels offer the perk of free parking: Fullerton Inn, The Karass Inn and Motel in the Meadow. There are 5 choices you may want to check out on our site.
Can I book a refundable hotel in Chester?
If you want the flexibility to change your plans to Chester, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay with my pet in Chester?
Your furry friend can stay with you at these pet-friendly hotels: Stunning farmhouse-Historic village-Mins to Skiing, Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR and Motel in the Meadow. There are 5 alternatives to choose from on our site.
Where can I stay in Chester if I want a vacation home instead of a hotel?
If you want a good alternative to a hotel, browse our selection of 32 vacation homes. You also might want to book one of 7 cottages or 10 cabins.
Where can I stay if I'm traveling to Chester with my children?
Parents traveling with children may want to consider 1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!.

Find out more about Chester

Find out more about Chester

Chester is a relaxing city where you can spend time checking out its coffee shops and the local cuisine. If you're visiting during colder months, enjoy activities such as skiing during your stay. Why not take time to see places like DaVallia Art & Accents and Bonnie's Bundles Dolls? In the surrounding area, you won't want to miss out on seeing Springfield Art and Historical Society Museum and Jud Hartmann Gallery.